Kylie Jenner’s most dazzling red carpet looks ever

Kylie perfected the Superfine: Tailoring Black Style cue at the 2025 Meta Gala in a semi-sheer look inspired by a tuxedo jacket by Maximillian Davis for Ferragamo. The gown featured a grey halterneck bra design with a matching maxi skirt that boasted a daring thigh-high slit. The mesh bodice and long gloves added a sultry twist to the tailored look.

The star opted for a black, figure-hugging scaled gown courtesy of look 35 from Jean Paul Gaultier’s spring 2023 couture collection. The spiked skirt added a dramatic touch and perfectly complemented the feather-adorned bodysuit.

Kylie channelled Madonna’s iconic cone bra from the 1990 Blonde Ambition tour that was originally designed by Jean Paul Gaultier for his autumn/winter 1984 show. The sumptuous satin number boasted a champagne hue and was designed by none other than Oscar de la Renta.

Kylie opted for a custom Maison Margiela gunmetal-grey gown at the Oscars Vanity Fair after party. The metallic garment was adorned with an oversized bow on the bodice, which trailed out behind the star for a touch of drama.

Perhaps her most daring look to date, Kylie donned a black Schiaparelli velvet dress that featured a 3D lion head adornment for the brand’s runway show during Paris Fashion Week. The bold look was completed with a gold, croc-effect bag and matching gold heels.

Kylie delved deep into the archives for this red carpet as she resurrected a black gown from Mugler’s autumn/winter 1995 couture collection. The garment featured a winged neckline, corseted bodice and feathered fishtail skirt. The sultry look was paired with matching feathered gloves and a glittering headpiece from the autumn/winter 1999 collection.

Kylie honoured the late Virgil Abloh in a bridal gown designed by the Off-White founder. The wedding-inspired look was etched with a modern twist and featured a tiered tulle skirt and a mesh T-shirt embossed with the brand’s logo at the bust. Kylie wore a backwards baseball cap that was layered with a mini veil.

Attending the evening alongside her sister, Kendall Jenner, Kylie nailed the theme – Camp: Notes on Fashion. The beauty mogul wore a showgirl-inspired lilac dress that was bespoke Versace. The sheer, diamond-encrusted garment was adorned with feathers and styled with a matching lilac wig.

Kylie was way ahead of the naked dress trend when she rocked up to the 2017 Met Gala in a champagne-hued mesh dress from Versace that was embellished with little fans, jewels, and beads. Donatella herself requested that Kylie wore a platinum bob wig.

Kylie supported her parent Caitlyn Jenner in style as she donned a metallic gold gown from Shady Zeineldine. The glamorous look paid homage to her signature King Kylie era, while signaling a shift towards a more refined, mature presence on the red carpet.

Who could forget the era when Kylie arrived on the red carpet with turquoise dip-dyed hair? Embracing gothic glamour, she stunned in a silk burgundy gown by Alexandre Vauthier and mesh-embellished, black pumps.